Chemistry:THJ-2201

From HandWiki
Short description: Synthetic cannabinoid
THJ-2201
THJ-2201.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC23H21FN2O
Molar mass360.432 g·mol−1
3D model (JSmol)

THJ-2201 is an indazole-based synthetic cannabinoid that presumably acts as a potent agonist of the CB1 receptor and has been sold online as a designer drug.[1][2][3][4]

It is a structural analog of AM-2201 in which the central indole ring has been replaced by indazole.[5]

Pharmacology

THJ-2201 acts as a full agonist with a binding affinity of 1.34nM at CB1 and 1.32nM at CB2 cannabinoid receptors.[6]

Side effects

THJ-2201 has been linked to at least one hospitalization and death due to its use.[7]

Legal status

Because of the hazards associated with recreational use of this compound,[8] it is classified as a Schedule I controlled substance in the United States.[9]

It is also an Anlage II controlled drug in Germany.[10]

See also

References

  1. "High-Resolution Mass Spectrometry for Characterizing the Metabolism of Synthetic Cannabinoid THJ-018 and Its 5-Fluoro Analog THJ-2201 after Incubation in Human Hepatocytes". Clinical Chemistry 62 (1): 157–169. January 2016. doi:10.1373/clinchem.2015.243535. PMID 26430074. 
  2. "3-Naphthoylindazoles and 2-naphthoylbenzoimidazoles as novel chemical groups of synthetic cannabinoids: chemical structure elucidation, analytical characteristics and identification of the first representatives in smoke mixtures". Forensic Science International 242: 72–80. September 2014. doi:10.1016/j.forsciint.2014.06.022. PMID 25036783. 
  3. "Chemical analysis of a benzofuran derivative, 2-(2-ethylaminopropyl)benzofuran (2-EAPB), eight synthetic cannabinoids, five cathinone derivatives, and five other designer drugs newly detected in illegal products". Forensic Toxicology 32 (2): 266–281. August 2014. doi:10.1007/s11419-014-0238-5. 
  4. "Strategies to distinguish new synthetic cannabinoid FUBIMINA (BIM-2201) intake from its isomer THJ-2201: metabolism of FUBIMINA in human hepatocytes". Forensic Toxicology 34 (2): 256–267. 2016. doi:10.1007/s11419-016-0312-2. PMID 27547265. 
  5. "THJ-2201". Cayman Chemical. https://www.caymanchem.com/app/template/Product.vm/catalog/14789. 
  6. "Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice". Forensic Toxicology 34 (2): 329–343. 1 July 2016. doi:10.1007/s11419-016-0320-2. PMID 27429655. 
  7. "Synthetic Cannabinoid-Related Illnesses and Deaths". The New England Journal of Medicine 373 (2): 103–107. July 2015. doi:10.1056/NEJMp1505328. PMID 26154784. 
  8. N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-1H-indazole-3- carboxamide (AB-CHMINACA), N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H- indazole-3-carboxamide (AB-PINACA) and [1-(5-fluoropentyl)-1H-indazol-3- yl(naphthalen-1-yl)methanone (THJ-2201): Background Information and Evaluation of 'Three Factor Analysis' (Factors 4, 5, and 6) for Temporary Scheduling] (Report). December 2014. http://www.grassley.senate.gov/sites/default/files/news/upload/3-factor%20analysis%20AB-CHMINACA%20AB-PINACA%20THJ2201%2012172014.pdf. 
  9. "Schedules of controlled substances: temporary placement of three synthetic cannabinoids into schedule I. Final order". Federal Register 80 (20): 5042–5047. January 2015. PMID 25730924. 
  10. "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)". http://www.gesetze-im-internet.de/btmg_1981/anlage_ii.html.